Deep River Homes for Sale

Welcome to Deep River, Connecticut, a picturesque town nestled in the heart of Middlesex County. Known for its serene landscapes and rich history, Deep River offers a delightful blend of small-town charm and modern conveniences. With its lush greenery, scenic views along the Connecticut River, and a vibrant community spirit, it’s no wonder that Deep River has become a sought-after destination for homebuyers.

Deep River boasts a variety of homes for sale, catering to diverse tastes and lifestyles. Whether you’re searching for a cozy cottage, a spacious family home, or a contemporary retreat, you’ll find an array of options that suit your needs. Many properties feature stunning architectural details, well-manicured gardens, and ample outdoor space, perfect for enjoying the beautiful New England seasons.

The town is also known for its strong sense of community, with local events, farmers' markets, and cultural festivals that bring residents together. Families will appreciate the excellent schools and recreational facilities, while nature enthusiasts can explore the nearby parks and hiking trails, offering endless opportunities for outdoor adventures.

Conveniently located near major highways, Deep River provides easy access to larger cities such as Hartford and New Haven, making it an ideal choice for commuters. With its friendly atmosphere, beautiful homes, and vibrant community life, Deep River invites you to discover the perfect place to call home. Explore our listings today and let us help you find your dream property in this charming Connecticut town!

Newest Deep River Homes for Sale

$299,900

4 Beds ⋅ 1 Baths ⋅ 24217621 MLS

Antique 4 Bedroom colonial just steps to the CT River and a short walk to town. First floor bedroom and full bath. Small manageble yard. 1 Car Detached oversized garage. Distance from school. Great potential. Generator hook up. Needs work. Ready for your updating!

147 River St, Deep River

$358,900

2 Beds ⋅ 2 Baths ⋅ 24217309 MLS

Brimming with quintessential New England charm, this cozy yet surprisingly versatile Cape Cod offers a unique blend of character, privacy, and natural beauty. Conveniently located near downtown Deep River, neighboring shoreline communities, and local beaches, the property also offers nearby access to state forest trails leading toward Pine Ledge. Originally built in 1950 and relocated to its current setting during the construction of Route 9 in the 1960s, this distinctive home has a history as interesting as its surroundings. Nestled along a lightly wooded hillside on approximately three-quarters of an acre, the home features two bedrooms, a full bathroom with radiant floor heating, a kitchen, dining area, inviting living room with a wood-burning fireplace, and an additional half bath. A bonus space on the main level showcases sweeping views of Pratt Read Reservoir and the surrounding woodlands, offering a peaceful place to enjoy the beauty of New England's changing seasons. The outdoor spaces are equally distinctive, with a secure poultry enclosure, fish pond, play structure, and open lawn area. An upper-level driveway provides access to a secluded picnic area and a second storage shed. Ample parking is available at the main level, while a separate private driveway below the home leads to an enclosed single-car garage, workspace, storage and interior staircase to the main floor of the home.

206 W Elm St, Deep River

$615,000

4 Beds ⋅ 3 Baths ⋅ 24217205 MLS

Welcome to your peaceful retreat in desirable Witch Hazel estates! This 4 bedroom, 2.5 bathroom home sits on a quiet cul-de-sac and offers a peaceful and tranquil setting. Tastefully updated and beautifully maintained, this home is great for everything from relaxing with your morning coffee to strolling down the sleepy street to entertaining on your expansive deck overlooking your private backyard. Falls River Sanctuary is a stone's throw from your front yard, adding to the serene setting. Extensive updates include a new roof (2021), remodeled kitchen with quartz countertops, updated bathrooms, refinished hardwoods floors throughout the main level, newer covered deck, new bulkhead door, and landscaping.

56 Witch Hazel Dr, Deep River

$499,000

4 Beds ⋅ 2 Baths ⋅ 24214902 MLS

Imagine strolling along charming brick sidewalks to your favorite downtown restaurant, browsing local gift shops, or enjoying the tradition of Deep River's beloved historic Muster in July right from your front porch! Built in 1918, this well-maintained Colonial offers a wonderful opportunity to experience the character, history, and welcoming community that make this Connecticut river town so special. Step inside this traditional New England home and craftsmanship shines through from the rich wood molding to the spacious foyer with an amazing staircase with classic box newel post. With four bedrooms, 1.5 baths, first floor laundry, expansive kitchen and cozy family room, the home offers an inviting layout filled with timeless character and everyday functionality. The enclosed front porch is a dream come true (BYOR-Bring Your Own Rocker!), while the large side deck provides space for outdoor dining and entertaining. The walk-up attic is a real surprise, measuring 26' x 24' with a high ceiling. One can easily image finishing this space into a primary suite or additional living space! Recent updates include a new boiler, newer roof, and connection to city sewer. If you are looking for a walkable, in-town location, this is it! Recreation fields and a well-equipped playground are across the street while restaurants, gift shops, the public library, the Deep River Historical Society, hiking trails, seasonal farmers' market, supermarket, pharmacy, and 24-hour gym are close by.

8 Southworth St, Deep River

$685,000

3 Beds ⋅ 4 Baths ⋅ 24212188 MLS

Discover this dramatic modern Cape-style living in this beautifully appointed 3-bedroom, 3-bath home nestled in the scenic Connecticut River Valley. Set on a peaceful dead-end street, with your own private pond, this exceptional property blends contemporary design, inviting spaces, and picturesque natural surroundings. Hardwood floors and a soaring cathedral ceiling create an impressive, open first-floor living area centered around a cozy fireplace. The modern kitchen features stainless steel appliances and flows seamlessly into the main living and entertaining spaces. A desirable first-floor primary suite offers comfort and convenience, while two additional bedrooms on the upper floor provide flexible accommodations for family, guests, or a home office. The fully finished lower level expands your living space with an above-grade walkout, creating the perfect setting for recreation, relaxation, or entertaining. Step outside to enjoy professionally landscaped grounds and the inviting outdoor firepit-ideal for gathering with friends or unwinding under the stars. A two-car garage adds everyday convenience and storage. Enjoy the serenity of a beautiful natural setting and experience the best of Historic Connecticut River Valley!

2 Pinewood Trl, Deep River

$849,000

3 Beds ⋅ 3 Baths ⋅ 24209952 MLS

Welcome to The Grand Gathering at Laurel Wood, where every occasion becomes a special occasion! Beautifully situated on 1.17 landscaped acres at the end of a peaceful Deep River cul-de-sac. This impressive Cape Cod has a huge two story detached three-car garage its incredible and has extra parking on the side for large vehicles / vessels / trailers etc. This home was made for entertaining and has plenty of abundant paved parking for guest. The spectacular great room steals the show with its soaring ceiling, enormous windows, hardwood floors, and generous gathering space. The inviting family room has a handsome brick wall fireplace, another great space. The well-appointed kitchen features abundant cabinetry, stainless steel appliances and eat in area. The formal dining room has french doors to the deck. The main level primary suite is all part of this unique floor plan. Upstairs is a wonderful two bedroom Jack and Jill. To much to list. The basement is huge too. Step outside through through french doors from the great room to the expansive composite deck which offers multiple seating and dining areas, a relaxing hot tub and a walkway to the swimming pool. A super quiet whole-house Kohler generator and a Trane central air-conditioning system are both top notch and provide added comfort and peace of mind. Beautiful lawns, mature trees, and attractive landscaping create a wonderful setting for outdoor enjoyment at The Grand Gathering at Laurel Wood. Explore Deep River today.

42 Laurel Wood Dr, Deep River

$599,900

3 Beds ⋅ 2 Baths ⋅ 24200740 MLS

Walking distance to Downtown and a brand new roof! Welcome to 240 Main Street. Full of character and warm appeal, this 3-bedroom, 2-full-bath home offers a unique combination of indoor comfort and a prime outdoor setting. Step inside to discover a beautiful, well-appointed kitchen outfitted with a professional Jade stove-perfect for culinary enthusiasts-with views opening out to a beautifully landscaped, private backyard retreat. Built-ins and original details continue throughout the entire home, while thoughtful updates maximize the use of living space. With lots of flex space in the barn, the first floor hosts amazing space for a gym, second office, hobby room or a billiard room. Upstairs, a private office provides a quiet work-from-home setup. Outdoors, the peaceful, tree-lined yard includes a charming potting shed and abuts a serene church field for maximum privacy. Positioned right across the street from the local park, playground, and baseball fields, you'll enjoy front-row access to community recreation while maintaining your own private oasis. Schedule your private tour today!

240 Main St, Deep River

$625,000

4 Beds ⋅ 3 Baths ⋅ 24208355 MLS

Make your appointment to see 73 Long Hill Road, tucked away in the heart of charming Deep River, one of Connecticut's most beloved river towns. This 4-bedroom home offers small-town character combined with unbeatable convenience - historic Essex and Chester town centers are less than 5 minutes away, offering waterfront dining, boutique shopping, art galleries, and a vibrant year-round community. Outdoor enthusiasts will love the nearby walking and nature trails, perfect for morning hikes or peaceful weekend strolls. A wonderful opportunity to enjoy the best of the lower Connecticut River Valley lifestyle!

73 Long Hill Rd, Deep River

$699,900

3 Beds ⋅ 3 Baths ⋅ 24208142 MLS

This Stunning, completely remodeled ranch style home is truly move in ready! With an open concept living area, perfect for entertaining or everyday living. There is pleanty of kitchen space with an island, new cabinets & quartz countertops and new appliances, living room area with gas fireplace and dining space. High ceilings and plenty of window to let in the natural light. On one side of the house you have the Master bedroom with two walk-in closets & private master bath. The Laundry room and half bath. On the other side of the house are two additional bedrooms & a full bath. Enjoy the privacy of your back deck accessable from both the living room and master bedroom. The lot is just over two acres, surrounded by private lightly wooded land. With over 1700 sq ft of living space there is still room for expansion over the attached two car garage. With entrances from both the garage or outside, this space has been started for an in-law apartment. Frame work, electric & plumbing have been started. Additional photos will be added soon.

103 Bushy Hill Rd, Deep River

$699,900

4 Beds ⋅ 3 Baths ⋅ 24205311 MLS

MAJOR PRICE REDUCTION!! An exceptional opportunity to own over 3,100 square feet w/ waterfront frontage at an incredible value! Offering 4 bedrooms, 2.5 baths & 3,143 square feet of living space, this spacious Colonial is tucked away on a private cul-de-sac overlooking Pratt Read Reservoir w/ approximately 200 feet of waterfront frontage. The home features all-new plumbing, updated bathrooms & a newer HVAC system, with just a few remaining updates offering the next owner an opportunity to add their own style & finishing touches. The spacious eat-in kitchen w/ a large pantry opens to a welcoming family room w/ a gas fireplace, while formal living & dining rooms provide flexible space for entertaining, a home office or den. A dramatic two-story foyer creates an impressive entrance. Upstairs, the primary suite features dual walk-in closets & a spacious bath with a soaking tub & large walk-in shower. The walkout lower level is filled w/ natural light & offers tremendous potential for additional finished living space. Enjoy beautiful water views & recreation right from your backyard-kayak, canoe, fish or simply relax on the oversized deck overlooking the reservoir w/ direct water access. Conveniently located near a popular pick-your-own orchard & just minutes from Valley Regional High School. At $699,900, finding a home with more than 3,000 square feet, waterfront access & this much potential in town is a rare opportunity. Bring your finishing touches & make it yours!!

77 Falls Landing Rd, Deep River

$489,000

4 Beds ⋅ 2 Baths ⋅ 24205608 MLS

Generous proportions, versatile living spaces and exceptional outdoor amenities define this beautifully appointed four-bedroom, two-bath split-level ranch. The open-concept kitchen, living and dining areas feature hardwood floors, creating an inviting and connected main living space. A fireplace anchors the living room, while the kitchen features stainless steel appliances, including a Sub-Zero refrigerator/freezer. The expansive family room is enhanced by exposed beams and opens directly to a covered patio overlooking the private backyard. Additional rooms provide outstanding flexibility for home offices, a den, fitness room, playroom or other uses. An impressive multi-level deck extends the living space outdoors, offering a beautiful setting for entertaining and relaxing. Set on 1.2 private acres, the property also features a three-car garage with abundant parking and storage. Ideally positioned in an established neighborhood near the Connecticut River, with downtown Deep River and Essex just minutes away, this property offers a wonderful balance of privacy, convenience and quintessential Connecticut River Valley living.

24 Long Hill Rd, Deep River

$850,000

3 Beds ⋅ 4 Baths ⋅ 24192283 MLS

Modern style abounds in this 3-bedroom, 2 full bath, 2 half bath home offering exceptional flexibility, character, and entertaining space. The open-concept main level features vaulted ceilings, dramatic architectural lines, and seamless flow between the kitchen, dining, and living areas. A striking firebox anchors the living room, while the four-season sunroom opens through French doors to a private tiered deck complete with a custom stone fireplace-perfect for outdoor gatherings year-round. The second floor offers two bedrooms plus a spacious primary suite with cathedral ceilings and a truly one-of-a-kind spa bath inspired by a traditional retreat, featuring custom tilework and natural stone accents for a serene, luxurious experience. The finished lower level includes a recreation room and custom-designed bar, creating the ideal space for entertaining. A two-car garage is complemented by a third attached bay leading to a professional woodworking shop with French door access to the beautifully landscaped backyard. Set on picturesque grounds with a gentle stream along the eastern boundary, the property also features mature fruit trees and a productive vegetable garden. Whether you're an entertainer, hobbyist, home-based business owner, or seeking potential in-law living space, this unique property offers endless possibilities and versatile living in a truly special setting.

170 Bushy Hill Rd, Deep River

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Deep River Homes for Sale

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